tert-butyl N-[(3S)-piperidin-3-yl]carbamate → Hydrochloric Acid

HRID 1962438Notes

Reaction equation

HRID 1962438 reaction equation
C(OC([NH:8][CH:9]1[CH2:14][CH2:13][CH2:12][N:11]([S:15]([C:18]2[C:19]3[C:20]([Cl:28])=[CH:21][N:22]=[CH:23][C:24]=3[CH:25]=[CH:26][CH:27]=2)(=[O:17])=[O:16])[CH2:10]1)=O)(C)(C)C.C(OC(NC1CCCNC1)=O)(C)(C)C.C(OC(N[C@H]1CCCNC1)=O)(C)(C)C>>[NH2:8][CH:9]1[CH2:14][CH2:13][CH2:12][N:11]([S:15]([C:18]2[C:19]3[C:20]([Cl:28])=[CH:21][N:22]=[CH:23][C:24]=3[CH:25]=[CH:26][CH:27]=2)(=[O:17])=[O:16])[CH2:10]1.[ClH:28]

Participants

5

Reactant 3

HCID 1514171tert-butyl N-[(3S)-piperidin-3-yl]carbamateHCID 42330413-(Boc-amino)piperidineHCID 672426693-(Tert-butoxycarbonylamino)-1-(4-chloro-5-isoquinolinesulfonyl)piperidine2×

Product 2

HCID 313Hydrochloric AcidHCID 67242690(r/s)-3-Amino-1-(4-chloro-5-isoquinolinesulfonyl)piperidine

Procedure

3-(tert-Butoxycarbonylamino)-1-(4-chloro-5-isoquinolinesulfonyl)piperidine (Intermediate 18) can be prepared by using 3-(tert-butoxycarbonylamino)piperidine in the method of Example 21-1, Step A instead of (S)-3-(tert-butoxycarbonylamino)piperidine, and then used in the method of Step B in a similar manner to obtain the title compound as hydrochloride.

Sources & evidence

ORD record
ord-3ce9094d3db648e79bbd0283c8e64864
Source dataset
uspto-grants-2013_04
Patent number
US08415372B2

Reaction notes

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